The Untold Connection Between Princess Diana and Michael Jackson

A striking photo of Princess Diana and Michael Jackson captures more than just a meeting of icons—it reveals a deeper bond between two larger-than-life figures.

Diana, known as “The People’s Princess,” was a fan of Michael Jackson’s music, playing his albums like Thriller and Bad on repeat. Their first and only meeting occurred during Jackson’s Bad tour concert at Wembley Stadium in 1988. Nervous yet honored, Michael initially removed the song “Dirty Diana” from the setlist, thinking it inappropriate. To his surprise, Diana encouraged him to perform it, showing her good-natured humor.

“We were very close,” Jackson told German media in 1999. “She was extremely close by phone… I was still married to Lisa Marie [Presley]. Diana woke me up usually late at night… mostly after three in the morning! And then she held me for hours on the telephone. She talked mostly about her children, and the press.”

Beyond this brief encounter, Jackson and Diana connected over shared struggles: relentless media intrusion and a commitment to philanthropy. Jackson donated generously to charities close to Diana’s heart, and the two found solace in conversations about family and fame.

Jackson reportedly admired Diana deeply, calling her “wonderful.” According to his bodyguard, the King of Pop even claimed he was in love with her, drawn to her understanding of life under constant public scrutiny.

Their connection was tragically cut short by Diana’s death in 1997, leaving Jackson devastated. Despite their brief time together, their bond remains a testament to the power of shared experiences and mutual respect.